19853-10-2

Usage

Uses

Used in Pharmaceutical Industry:
2-BIPHENYLACETONITRILE is used as a building block for the synthesis of various pharmaceuticals due to its reactivity and versatility in chemical reactions. It plays a crucial role in the development of new drugs and the improvement of existing ones.
Used in Agrochemical Industry:
2-BIPHENYLACETONITRILE is used as a key intermediate in the production of agrochemicals, contributing to the development of effective and efficient crop protection products.
Used in Fine Chemicals Industry:
2-BIPHENYLACETONITRILE is used as an intermediate in the synthesis of dyes, perfumes, and other specialty chemicals, enhancing the color, fragrance, and other properties of these products.
Used in Organic Synthesis:
2-BIPHENYLACETONITRILE is used as a reagent in organic synthesis, facilitating various chemical reactions and contributing to the formation of desired products.
Used in Coordination Chemistry:
2-BIPHENYLACETONITRILE can act as a ligand in coordination chemistry, forming complexes with metal ions and playing a role in the development of new materials and catalysts.

InChI:InChI=1/C14H11N/c15-11-10-13-8-4-5-9-14(13)12-6-2-1-3-7-12/h1-9H,10H2

Upstream product

• 19853-09-9 2-phenylbenzyl bromide 
• 75-05-8 acetonitrile 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 98-80-6 phenylboronic acid 
• 82979-53-1 2-(2,2-difluorovinyl)-1,1'-biphenyl 
• 103-81-1 Benzeneacetamide 
• 1226855-77-1 2-biphenyl-2-ylacetamide 
• 17763-65-4 biphenyl-2-yl trifluoromethanesulfonate 
• 1071-36-9 sodium cyanoacetate 
• 224311-51-7 johnphos 
• 1924-77-2 2-phenylbenzylamine 
• 2928-43-0 2-biphenylmethanol 
• 24973-49-7 biphenyl-2-carbonitrile 

Downstream Products

• 14676-52-9 biphenylacetic acid 
• 1429027-31-5 6-(biphenyl-2-ylmethyl)-[1_.2,4]triazolo[4,3-b]pyridazin-3(2H)-one 
• 1429027-30-4 6-(biphenyl-2-ylmethyl)-pyridazin-3(2H)-one 
• 1429024-66-7 6-(biphenyl-2-ylmethyl)-3-chloro-[1,2,4]triazolo[4,3-b]pyridazine 
• 844-20-2 9-phenylphenanthrene 
• 947-73-9 9-Aminophenanthrene 
• 855926-80-6 2-biphenyl-2-yl-3-oxo-3-phenyl-propionitrile 

Relevant academic research and scientific papers

Rapid and Simple Access to α-(Hetero)arylacetonitriles from Gem-Difluoroalkenes

A scalable cyanation of gem-difluoroalkenes to (hetero)arylacetonitrile derivatives was developed. This strategy features mild reaction conditions, excellent yields, wide substrate scope, and broad functional group tolerance. Significantly, in this reacti

Preparation method of aryl acetonitrile derivative

The invention relates to a continuous nucleophilic addition and beta-fluorine elimination reaction method of 2,2-difluoroolefin and ammonia water in a catalyst-free and additive-free system. The method comprises the following steps: adding a 2,2-difluoroolefin compound, ammonia water and a solvent into a Schlenk reaction flask, and conducting stirring and reacting at a certain temperature in an air atmosphere to obtain the product aryl acetonitrile derivative.

Structure-Activity Relationship Studies of Pyrimidine-4-Carboxamides as Inhibitors of N-Acylphosphatidylethanolamine Phospholipase D

N-Acylphosphatidylethanolamine phospholipase D (NAPE-PLD) is regarded as the main enzyme responsible for the biosynthesis of N-acylethanolamines (NAEs), a family of bioactive lipid mediators. Previously, we reported N-(cyclopropylmethyl)-6-((S)-3-hydroxypyrrolidin-1-yl)-2-((S)-3-phenylpiperidin-1-yl)pyrimidine-4-carboxamide (1, LEI-401) as the first potent and selective NAPE-PLD inhibitor that decreased NAEs in the brains of freely moving mice and modulated emotional behavior [ Mock et al. Nat Chem. Biol., 2020, 16, 667-675 ]. Here, we describe the structure-activity relationship (SAR) of a library of pyrimidine-4-carboxamides as inhibitors of NAPE-PLD that led to the identification of LEI-401. A high-throughput screening hit was modified at three different substituents to optimize its potency and lipophilicity. Conformational restriction of an N-methylphenethylamine group by replacement with an (S)-3-phenylpiperidine increased the inhibitory potency 3-fold. Exchange of a morpholine substituent for an (S)-3-hydroxypyrrolidine reduced the lipophilicity and further increased activity by 10-fold, affording LEI-401 as a nanomolar potent inhibitor with drug-like properties. LEI-401 is a suitable pharmacological tool compound to investigate NAPE-PLD function in vitro and in vivo.

INHIBITORS OF N-ACYLPHOSPHATIDYLETHANOLAMINE PHOSPHOLIPASE D (NAPE-PLD)

The invention relates to a compound of the formula (I) as novel inhibitor of N-acylphosphatidylethanolamine phospholipase D (NAPE-PLD), and to use thereof for the prophylaxis or treatment of diseases associated with NAPE-PLD. wherein in a ring A, X1 is N, or CR4; X2 is N or CR5; X3 is N or CH; with the proviso that at least one of X1 and X3 is N.

Primary Amide Directed Regioselective ortho-C-H-Arylation of (Aryl)Acetamides

An efficient and regioselective palladium(II)-catalyzed primary acetamide assisted ortho arylation of arylacetamide has been discovered. This is the first report where functionalizable primary acetamide (?CH2CONH2) is used as a directing group for C(sp2)-H activation/cross-coupling reactions, circumventing the extra steps of installation and subsequent removal of the directing groups. The synthetic utility of this transformation is demonstrated through the scale-up synthesis. In addition, the primary acetamide can be manipulated into synthetically important derivatives such as nitriles and carboxylic acids.

Synthesis of α-Aryl nitriles through palladium-catalyzed decarboxylative coupling of cyanoacetate salts with aryl halides and triflates

Worth its salt: The palladium-catalyzed decarboxylative coupling of the cyanoacetate salt as well as its mono- and disubstituted derivatives with aryl chlorides, bromides, and triflates is described (see scheme). This reaction is potentially useful for the preparation of a diverse array of α-aryl nitriles and has good functional group tolerance. S-Phos=2-(2,6- dimethoxybiphenyl)dicyclohexylphosphine), Xant-Phos=4,5-bis(diphenylphosphino)- 9,9-dimethylxanthene. Copyright

Ligands for metals and improved metal-catalyzed processes based thereon

One aspect of the present invention relates to ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

Novel cyclic amide derivatives

Novel compounds represented by the following formula (I) that act as a ligand to sigma receptor/binding cite and a medicament comprising the same as an active ingredient: wherein X represents an alkyl group, an aryl group, a heterocyclic group or the like; Q represents a group represented by —CH2—, —CO—, —O—, —CH(OR7)— or the like wherein R7 represents a hydrogen atom, an alkyl group or the like; n represents an integer of from 0 to 5; R1 and R2 each represent a hydrogen atom, an alkyl group or the like; B represents either of the following groups: wherein R3, R4, R5, and R6 each represent a hydrogen atom, a halogen atom, an alkoxyl group or the like; m represents 1 or 2; and the ring of: represents an aromatic heterocyclic ring.

Ligands for metals and improved metal-catalyzed processes based thereon

One aspect of the present invention relates to novel ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.

Highly active palladium catalysts for Suzuki coupling reactions

Mixtures of palladium acetate and o-(di-tert-butylphosphino)biphenyl (4) catalyze the room-temperature Suzuki coupling of aryl bromides and aryl chlorides with 0.5-1.0 mol % Pd. Use of o-(dicyclohexylphosphino)biphenyl (2) allows Suzuki couplings to be carried out at low catalyst loadings (0.000001-0.02 mol % Pd). The process tolerates a broad range of functional groups and substrate combinations including the use of sterically hindered substrates. This is the most active catalyst system in terms of reaction temperature, turnover number, and steric tolerance which has been reported to date.